diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate

Base Information

Chemical Name:diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate
CAS No.:1574233-34-3
Molecular Formula:C₁₇H₂₃O₅PS
Molecular Weight:370.406
Hs Code.:

Synonyms:diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate

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Chemical Property of diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate

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Technology Process of diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate

There total 3 articles about diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.1%

: 1574232-77-1
diethyl [1-benzyloxy-2-oxo-2-(thiophen-2-yl)ethyl]phosphonate

: 1574233-34-3
diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate

Guidance literature:: diethyl [1-benzyloxy-2-oxo-2-(thiophen-2-yl)ethyl]phosphonate; With RuCl[(1R,2R)-p-TsNCH(C6H5)CH-(C6H5)NH2](η6-benzene); triethylamine; at 20 ℃; for 0.166667h; Inert atmosphere;

With formic acid; at 35 ℃; for 3h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo500148j

Reference yield:

: 89268-01-9
(phenylmethoxy)methylphosphonic acid diethyl ester

: 1574233-34-3
diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -5 - 0 °C / Inert atmosphere

2.1: triethylamine; RuCl[(1R,2R)-p-TsNCH(C6H5)CH-(C6H5)NH2](η6-benzene) / 0.17 h / 20 °C / Inert atmosphere

2.2: 3 h / 35 °C / Inert atmosphere

With RuCl[(1R,2R)-p-TsNCH(C6H5)CH-(C6H5)NH2](η6-benzene); triethylamine; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo500148j

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 1574233-34-3
diethyl (1S,2S)-[1-benzyloxy-2-hydroxy-2-(thiophen-2-yl)ethyl]phosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3 h / 130 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -5 - 0 °C / Inert atmosphere

3.1: triethylamine; RuCl[(1R,2R)-p-TsNCH(C6H5)CH-(C6H5)NH2](η6-benzene) / 0.17 h / 20 °C / Inert atmosphere

3.2: 3 h / 35 °C / Inert atmosphere

With RuCl[(1R,2R)-p-TsNCH(C6H5)CH-(C6H5)NH2](η6-benzene); triethylamine; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo500148j